Abstract

Over several years, xanthone derivatives have been the core of several studies, essentially due their wide range of biological and pharmacological activities [1]. Recently, chiral derivatives of xanthones (CDXs) have come to arouse great interest considering enantioselectivity studies associated with biological activities [2,3] as well as selectors for chiral stationary phases (CSPs) in liquid chromatography (LC) [4,5]. From the perspective of Medicinal Chemistry, some CDXs synthetized by our group revealed interesting biological activities [2,3]. Besides the potential as new drugs, CDXs afford promising LC enantioresolution results [6]. In a continuation of our study, new enantiomerically pure CDXs were synthetized for biological activity evaluation as well as selectors for new CSPs, confirming that CDXs have important applications not only in the field of Medicinal Chemistry but also for analytical applications. Acknowledgements: This research was partially supported by the Strategic Funding UID/Multi/04423/2013 and UID/QUI/00062/2013 through national funds provided by FCT and ERDF, in the framework of PT2020, by projects PTDC/MAR-BIO/4694/2014 (reference POCI-01-0145-FEDER-016790; Project 3599-PPCDT), and project No. POCI-01-0145-FEDER-028736, co-financed by COMPETE 2020, Portugal 2020 and the European Union through the ERDF, and by FCT through national funds, as well as by the Portuguese NMR Network, and CHIRALXANT-CESPU-2018. [1] Shagufta, A.I. Eur. J. Med. Chem., 2016, 116, 267-280. [2] Fernandes, C. et al. Bioorg. Med. Chem. 2014, 22, 1049-1062. [3] Fernandes, C. et al. Pharmaceuticals, 2017, 10, 50, doi:10.3390/ph10020050. [4] Phyo, Y.Z. et al. Molecules, 2018, 23, 142, doi:10.3390/molecules23010142. [5] Carraro, M.L. et al. Chirality, 2017, 1–10 [6] Fernandes, C. et al. Chirality, 2017, 29(8),430-442.

Highlights

  • ENANTIOMERS (-) LevorotatoryCHIRAL MOLECULES (+) Dextrorotatory Density = Boiling Melting PointM.E

  • Over several years, xanthone derivatives have been the core of several studies, essentially due their wide range of biological and pharmacological activities

  • Chiral derivatives of xanthones (CDXs) have come to arouse great interest considering enantioselectivity studies associated with biological activities as well as selectors for chiral stationary phases (CSPs) in liquid chromatography (LC)

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Summary

Graphical Abstract

Abstract: Over several years, xanthone derivatives have been the core of several studies, essentially due their wide range of biological and pharmacological activities. Chiral derivatives of xanthones (CDXs) have come to arouse great interest considering enantioselectivity studies associated with biological activities as well as selectors for chiral stationary phases (CSPs) in liquid chromatography (LC). From the perspective of Medicinal Chemistry, some CDXs synthetized by our group revealed interesting biological activities. Besides the potential as new drugs, CDXs afford promising LC enantioresolution results. In a continuation of our study, new enantiomerically pure CDXs were synthetized for biological activity evaluation as well as selectors for new CSPs, confirming that CDXs have important applications in the field of Medicinal Chemistry and for analytical applications

INTRODUCTION
SYNTHETIC PROCEDURE
ENANTIOMERIC PURITY
BIOLOGICAL SCREENING
*Results are expressed in nM
DEVELOPMENT OF CSPS FOR LC
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